Total Syntheses and In Vivo Quantitation of Novel Neurofuran and Dihomo‐isofuran Derived from Docosahexaenoic Acid and Adrenic Acid |
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| Authors: | Aurélien de la Torre Yiu Yiu Lee Attilio Mazzoni Dr Alexandre Guy Dr Valérie Bultel‐Poncé Dr Thierry Durand Dr Camille Oger Dr Jetty Chung‐Yung Lee Dr Jean‐Marie Galano |
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| Institution: | 1. Institut des Biomolécules Max Mousseron (IBMM), UMR CNRS 5247, Universités de Montpellier I et II, ENSCM, Faculté de Pharmacie,15 Av. Charles Flahault, BP 14491, 34093 Montpellier cedex 05 (France), Fax: (+33)?411759553;2. School of Biological Sciences, The University of Hong Kong, Pokfulam Road, Hong Kong SAR, Fax: (+852)?25599114 |
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| Abstract: | Neurofurans (NeuroFs) and dihomo‐isofurans (dihomo‐IsoFs) are produced in vivo by non‐enzymatic free‐radical pathways from docosahexaenoic and adrenic acids, respectively. As these metabolites are produced in minute amounts, their analyses in biological samples remain challenging. Syntheses of neurofuran and dihomo‐isofurans described are based on a pivotal strategy, thanks to an enantiomerically enriched intermediate, which allowed, for the first time, access to both families: the alkenyl and enediol. Owing to this formation, quantitation of specific NeuroF and dihomo‐IsoFs in biological samples was attainable. |
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| Keywords: | dihomo‐isofurans fatty acids neurofurans oxygenated metabolites total synthesis |
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